CA2090967C - Water soluble camptothecin analogues, processes and methods - Google Patents

Water soluble camptothecin analogues, processes and methods Download PDF

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Publication number
CA2090967C
CA2090967C CA002090967A CA2090967A CA2090967C CA 2090967 C CA2090967 C CA 2090967C CA 002090967 A CA002090967 A CA 002090967A CA 2090967 A CA2090967 A CA 2090967A CA 2090967 C CA2090967 C CA 2090967C
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CA
Canada
Prior art keywords
camptothecin
compound
formula
liquid
mixture
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA002090967A
Other languages
English (en)
French (fr)
Other versions
CA2090967A1 (en
Inventor
Joseph M. Fortunak
Jeffery L. Wood
Antonietta R. Mastrocola
Mark Mellinger
Patrick L. Burk
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SmithKline Beecham Corp
Original Assignee
SmithKline Beecham Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SmithKline Beecham Corp filed Critical SmithKline Beecham Corp
Publication of CA2090967A1 publication Critical patent/CA2090967A1/en
Application granted granted Critical
Publication of CA2090967C publication Critical patent/CA2090967C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Auxiliary Devices For And Details Of Packaging Control (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Fodder In General (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Steroid Compounds (AREA)
CA002090967A 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods Expired - Lifetime CA2090967C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US58964390A 1990-09-28 1990-09-28
US589,643 1990-09-28
PCT/US1991/006888 WO1992005785A1 (en) 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods

Publications (2)

Publication Number Publication Date
CA2090967A1 CA2090967A1 (en) 1992-03-29
CA2090967C true CA2090967C (en) 2007-02-06

Family

ID=24358879

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002090967A Expired - Lifetime CA2090967C (en) 1990-09-28 1991-09-23 Water soluble camptothecin analogues, processes and methods

Country Status (24)

Country Link
US (1) US5734056A (enrdf_load_stackoverflow)
EP (1) EP0547165B1 (enrdf_load_stackoverflow)
JP (1) JP2848958B2 (enrdf_load_stackoverflow)
CN (1) CN1033509C (enrdf_load_stackoverflow)
AT (1) ATE186461T1 (enrdf_load_stackoverflow)
AU (1) AU664830B2 (enrdf_load_stackoverflow)
CA (1) CA2090967C (enrdf_load_stackoverflow)
CZ (1) CZ51593A3 (enrdf_load_stackoverflow)
DE (1) DE69131775T2 (enrdf_load_stackoverflow)
DK (1) DK0547165T3 (enrdf_load_stackoverflow)
ES (1) ES2137932T3 (enrdf_load_stackoverflow)
FI (1) FI931384A7 (enrdf_load_stackoverflow)
GR (1) GR3031823T3 (enrdf_load_stackoverflow)
HU (1) HUT70024A (enrdf_load_stackoverflow)
IE (1) IE913402A1 (enrdf_load_stackoverflow)
IL (1) IL99571A (enrdf_load_stackoverflow)
NO (1) NO931153D0 (enrdf_load_stackoverflow)
NZ (1) NZ239947A (enrdf_load_stackoverflow)
PT (1) PT99109B (enrdf_load_stackoverflow)
SI (1) SI9111599A (enrdf_load_stackoverflow)
SK (1) SK283693B6 (enrdf_load_stackoverflow)
WO (1) WO1992005785A1 (enrdf_load_stackoverflow)
YU (1) YU159991A (enrdf_load_stackoverflow)
ZA (1) ZA917748B (enrdf_load_stackoverflow)

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US5726181A (en) * 1995-06-05 1998-03-10 Bionumerik Pharmaceuticals, Inc. Formulations and compositions of poorly water soluble camptothecin derivatives
JPH08333370A (ja) * 1995-06-08 1996-12-17 Kyorin Pharmaceut Co Ltd 水に可溶な新規フルオロエチルカンプトテシン誘導体、及びその製造方法
WO1997019085A1 (en) * 1995-11-22 1997-05-29 Research Triangle Institute Camptothecin compounds with combined topoisomerase i inhibition and dna alkylation properties
US6096336A (en) * 1996-01-30 2000-08-01 The Stehlin Foundation For Cancer Research Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
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US6407118B1 (en) 1996-01-30 2002-06-18 The Stehlin Foundation For Cancer Research Derivatives of camptothecin and methods of treating cancer using these derivatives
US5731316A (en) 1996-01-30 1998-03-24 The Stehlin Foundation For Cancer Research Derivatives of camptothecin and methods of treating cancer using these derivatives
US6043367A (en) * 1998-09-30 2000-03-28 Roffler; Steve Proactive antitumor compounds
US6228855B1 (en) 1999-08-03 2001-05-08 The Stehlin Foundation For Cancer Research Aromatic esters of camptothecins and methods to treat cancers
US6352996B1 (en) 1999-08-03 2002-03-05 The Stehlin Foundation For Cancer Research Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
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DE60316849T2 (de) * 2003-03-31 2008-07-17 Council Of Scientific And Industrial Research Verfahren zur herstellung von topotecan aus 10-hydroxy-4-(s) camtothecin
WO2004100897A2 (en) 2003-05-12 2004-11-25 Scinopharm Taiwan, Ltd. Process for the preparation of 7-alkyl-10-hydroxy-20(s)-camptothecin
CZ299329B6 (cs) * 2003-08-26 2008-06-18 Pliva-Lachema A.S. Zpusob výroby 7-ethyl-10-[ 4-(1-piperidino)-1-piperidino]karbonyloxykamptothecinu
CZ298934B6 (cs) * 2003-08-26 2008-03-12 Pliva- Lachema A.S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
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US20050267141A1 (en) 2004-05-28 2005-12-01 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives
US20050272757A1 (en) * 2004-06-04 2005-12-08 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives and novel intermediate and compounds thereof
US20080182990A1 (en) * 2004-08-09 2008-07-31 Shilpa Medicare Limited Process for the Preparation of Irinotecan Hydrochloride Trihydrate
US20070254905A1 (en) * 2004-11-05 2007-11-01 Samyang Corporation Pharmaceutical Formulation for Increasing Solubility of 10-Hydroxycamptothecin Compounds in Non-Aqueous Polar Solvents
US20060135546A1 (en) * 2004-12-16 2006-06-22 Jagadevappa Basavaraja Methods for the purification of 20(S)- camptothecin
RU2447889C2 (ru) * 2005-07-18 2012-04-20 Бипар Сайенсиз, Инк. Способ лечения рака (варианты)
EP1943253A1 (en) * 2005-10-10 2008-07-16 Cipla Limited Novel crystalline forms
US7547785B2 (en) 2005-12-26 2009-06-16 Dr. Reddy's Laboratories Limited Process for preparing topotecan
WO2007127839A2 (en) * 2006-04-26 2007-11-08 The Regents Of The University Of California Compositions and methods for convection enhanced delivery of high molecular weight neurotherapeutics
PE20080695A1 (es) 2006-04-27 2008-06-28 Banyu Pharma Co Ltd Derivados de dihidropirazolopirimidinona como inhibidores de quinasa weel
US20100279327A1 (en) * 2006-06-12 2010-11-04 Bipar Sciences, Inc. Method of treating diseases with parp inhibitors
EP2038654A4 (en) * 2006-06-12 2010-08-11 Bipar Sciences Inc METHOD FOR THE TREATMENT OF DISEASES WITH PARP INHIBITORS
US20080039485A1 (en) * 2006-08-08 2008-02-14 Targetgen Biotechnology Co., Ltd. Low-dose-long-term pharmaceutical composition comprising camptothecin derivatives for the treatment of cancers
JP2008081492A (ja) 2006-08-31 2008-04-10 Banyu Pharmaceut Co Ltd オーロラａ選択的阻害作用を有する新規アミノピリジン誘導体
EP2061479A4 (en) * 2006-09-05 2010-08-04 Bipar Sciences Inc FETTIC ACID SYNTHESIS INHIBITED BY PARP HEMMER AND TREATMENT PROCEDURES THEREWITH
EP2059498A4 (en) * 2006-09-05 2011-01-12 Bipar Sciences Inc TREATMENT OF CANCER
US7977336B2 (en) 2006-12-28 2011-07-12 Banyu Pharmaceutical Co. Ltd Aminopyrimidine derivatives as PLK1 inhibitors
US7977483B2 (en) 2007-04-11 2011-07-12 Scinopharm Taiwan, Ltd. Process for making topotecan
JP2011500684A (ja) * 2007-10-19 2011-01-06 バイパー サイエンシズ，インコーポレイティド ベンゾピロン系ｐａｒｐ阻害剤を用いる癌の処置方法および組成物
CA2703489A1 (en) 2007-10-23 2009-04-30 Banyu Pharmaceutical Co., Ltd. Pyridone-substituted-dihydropyrazolopyrimidinone derivative
JP2011503111A (ja) * 2007-11-12 2011-01-27 バイパー サイエンシズ，インコーポレイティド Ｐａｒｐ阻害剤単独又は抗腫瘍剤との組み合わせによる乳がんの治療
SG185954A1 (en) * 2007-11-12 2012-12-28 Bipar Sciences Inc Treatment of ovarian cancer with 4-iodo-3-nitrobenzamide in combination with anti-tumor agents
ITMI20072268A1 (it) 2007-12-04 2009-06-05 Antibioticos Spa Polimorfi cristallini di topotecan cloridrato con elevato grado di purezza e metodi per la loro preparazione
CN101450949B (zh) * 2007-12-07 2011-10-05 上海龙翔生物医药开发有限公司 一种10-羟基喜树碱的化学半合成工艺
AU2008333786A1 (en) * 2007-12-07 2009-06-11 Bipar Sciences, Inc. Treatment of cancer with combinations of topoisomerase inhibitors and PARP inhibitors
AU2009252303B2 (en) 2008-05-29 2013-04-04 Microbiopharm Japan Co., Ltd. Production method for camptothecin derivative
CA2750716A1 (en) 2009-02-25 2010-09-02 Msd K.K. Pyrimidopyrimidoindazole derivative
EP2403339B1 (en) 2009-03-06 2017-01-18 Merck Sharp & Dohme Corp. Combination cancer therapy with an akt inhibitor and other anticancer agents
EP2654754B1 (en) 2010-12-17 2016-12-21 Novartis AG Combination for treating osteosarcoma, rhabdomyosarcoma and neuroblastoma
WO2012106302A1 (en) 2011-02-01 2012-08-09 Glaxo Wellcome Manufacturing Pte Ltd Combination
CN103145720B (zh) * 2013-02-20 2015-09-30 上海北卡医药技术有限公司 一种10-羟基喜树碱的一水合物的制备方法
EP2881396A1 (en) * 2013-12-03 2015-06-10 Synbias Pharma AG Method for the synthesis of irinotecan
MX2022010457A (es) 2020-02-25 2022-11-16 Mediboston Ltd Derivados de camptotecina y conjugados de esta.
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JPS5842192B2 (ja) * 1974-05-18 1983-09-17 フセソユ−ズヌイ ナウチノ イスレドワ−チエレスキ− ヒミコ フアルマツエフチチエスキ− インスチツ−ト イメ−ニ エス オルジヨニキ−ゼ ５− オキシ −６− アミノメチルベンゾフランノ ユウドウタイノ セイホウ
US4473692A (en) * 1981-09-04 1984-09-25 Kabushiki Kaisha Yakult Honsha Camptothecin derivatives and process for preparing same
JPS595188A (ja) * 1982-06-30 1984-01-12 Yakult Honsha Co Ltd １０−ヒドロキシカンプトテシンの製造法
JPS5946284A (ja) * 1982-09-10 1984-03-15 Yakult Honsha Co Ltd １１−ニトロカンプトテシン誘導体およびその製造法
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Also Published As

Publication number Publication date
CZ51593A3 (en) 1994-01-19
HK1012283A1 (en) 1999-07-30
DE69131775D1 (de) 1999-12-16
GR3031823T3 (en) 2000-02-29
SI9111599A (sl) 1998-02-28
EP0547165A1 (en) 1993-06-23
DE69131775T2 (de) 2000-04-20
WO1992005785A1 (en) 1992-04-16
CN1062731A (zh) 1992-07-15
JPH06501476A (ja) 1994-02-17
SK283693B6 (sk) 2003-12-02
FI931384L (fi) 1993-03-26
HUT70024A (en) 1995-09-28
EP0547165B1 (en) 1999-11-10
JP2848958B2 (ja) 1999-01-20
NZ239947A (en) 1994-07-26
IE913402A1 (en) 1992-04-08
CA2090967A1 (en) 1992-03-29
ES2137932T3 (es) 2000-01-01
CN1033509C (zh) 1996-12-11
IL99571A0 (en) 1992-08-18
EP0547165A4 (enrdf_load_stackoverflow) 1994-03-30
FI931384A0 (fi) 1993-03-26
NO931153L (no) 1993-03-26
FI931384A7 (fi) 1993-03-26
PT99109A (pt) 1992-08-31
IL99571A (en) 2000-08-31
US5734056A (en) 1998-03-31
AU8739991A (en) 1992-04-28
YU159991A (sh) 1994-06-10
NO931153D0 (no) 1993-03-26
SK25993A3 (en) 1993-07-07
HU9300878D0 (en) 1993-06-28
AU664830B2 (en) 1995-12-07
PT99109B (pt) 1999-02-26
ZA917748B (en) 1992-09-30
ATE186461T1 (de) 1999-11-15
DK0547165T3 (da) 2000-03-27

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